NP-MRD: Showing NP-Card for Uridine diphosphate acetylgalactosamine 4-sulfate (NP0086669)

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Record Information

Version

2.0

Created at

2022-05-11 16:27:40 UTC

Updated at

2022-05-11 16:27:40 UTC

NP-MRD ID

NP0086669

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Uridine diphosphate acetylgalactosamine 4-sulfate

Description

Uridine diphosphate acetylgalactosamine 4-sulfate, also known as UDP-N-acetylgalactosamine 4-sulfate or UDP-galnac-S, belongs to the class of organic compounds known as pyrimidine nucleotide sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group. Uridine diphosphate acetylgalactosamine 4-sulfate was first documented in 1977 (PMID: 870049). Uridine diphosphate acetylgalactosamine 4-sulfate is a very strong basic compound (based on its pKa) (PMID: 3457007) (PMID: 7130169).

Structure

MOL 3D MOL SDF PDB SMILES InChI

Uridine triphosphate.mol
  Mrv0541 02231218492D          

 43 44  0  0  0  0            999 V2000
    1.3040    1.7889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7206    1.2056    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8497    0.3907    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1146    0.0162    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0145   -0.7987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4688    0.5995    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0942    1.3346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2836    0.4705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8028    1.1116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5072    1.8818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6177    0.9826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9133    0.2124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7282    0.0833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3941   -0.4288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5793   -0.2997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6738    3.1692    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    2.2572    3.7525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0904    2.5858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5175    5.3463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2572    2.5858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0904    3.7525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3040    4.5494    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.5071    4.7630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1009    4.3359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5847   -4.1088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5847   -3.2838    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8703   -2.8713    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2992   -2.8713    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0137   -3.2838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2992   -2.0463    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0137   -1.6338    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0137   -0.8088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7282   -2.0463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7282   -2.8713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8703   -4.5213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5847   -0.8088    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7597   -0.8088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4097   -0.8088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5847   -1.6338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5847    0.0162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2992   -4.5213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2992   -5.3463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0137   -4.1088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  6  8  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
  8 15  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 16 20  1  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
  1 18  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 28 29  1  6  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 25 35  2  0  0  0  0
 36 37  2  0  0  0  0
 36 38  2  0  0  0  0
 36 39  1  0  0  0  0
 36 40  1  0  0  0  0
 30 39  1  1  0  0  0
 41 42  2  0  0  0  0
 41 43  1  0  0  0  0
 25 41  1  0  0  0  0
  3 40  1  1  0  0  0
M  END

     RDKit          3D

 70 71  0  0  0  0  0  0  0  0999 V2000
    7.4588   -1.7262    1.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1877   -0.9963    1.1074 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0816   -0.1327    2.0149 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0626   -1.2078    0.2244 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2249   -2.1036   -0.6739 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7830   -0.4664    0.3082 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8718   -0.9974   -0.6924 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0843    0.9955   -0.0404 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6557    1.0860   -1.3045 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8155    1.7925    0.1156 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3714    1.6374    1.3954 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8067    1.2056    1.6285 S   0  0  2  0  0  6  0  0  0  0  0  0
   -0.1569    2.3572    1.3589 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6426    0.9403    3.1242 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3061   -0.1755    0.8613 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0095   -0.1525    0.4713 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8337   -1.2932    1.0283 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2898   -0.9024    0.8727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5588    0.1936    1.6797 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1458    0.7047    1.5791 P   0  0  1  0  0  5  0  0  0  0  0  0
   -5.1369    2.2313    1.5747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8764    0.1748    0.1284 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1078    0.1761    2.8461 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4469    1.1905    3.0376 P   0  0  2  0  0  5  0  0  0  0  0  0
   -8.7325    0.4213    2.9172 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4201    2.3553    1.8127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3920    1.9816    4.5277 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6163   -2.3838    0.2092 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1139   -1.9741   -0.9918 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8161   -2.5162   -2.1276 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4904   -2.1229   -3.3655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1492   -2.6261   -4.4893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1586   -3.5494   -4.3195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7829   -4.0313   -5.3209 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4617   -3.9239   -3.0606 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7990   -3.4137   -1.9811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1605   -3.8302   -0.8545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0740   -0.4630   -1.0137 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0048    0.0201   -1.7156 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1048    3.2471   -0.2304 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5481    3.2742   -1.5506 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1649    3.8423    0.6423 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8236    3.8609    1.9799 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.4420   -2.6397    1.6571 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7145   -2.0671   -0.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3824   -0.4902    1.3243 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1082   -1.9810   -0.8833 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0102   -0.4529   -1.5613 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8639    1.3211    0.6837 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3702    1.7723   -1.3012 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0944    1.4589   -0.6594 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.6589   -1.4863    2.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.2773    3.2649    2.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4149    2.9699    4.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0366   -2.3065   -1.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7056   -1.3996   -3.5705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8799   -2.3033   -5.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2285   -4.6228   -2.9553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0459   -0.1231   -1.4527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2944    0.7850   -2.2784 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1650    3.8041   -0.1916 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7485    3.2468   -2.1636 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3406    4.8980    0.2987 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1297    3.3312    0.5105 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 12 11  1  1
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 12 14  2  0
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 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 20 19  1  1
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 20 21  2  0
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 24 23  1  6
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 24 25  2  0
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 29 38  1  0
 38 39  1  0
 29 30  1  0
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 31 32  2  0
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 38 16  1  0
 36 30  1  0
  1 44  1  0
  1 45  1  0
  1 46  1  0
  6 47  1  1
  7 48  1  0
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 10 52  1  6
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 22 57  1  0
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 27 59  1  0
 29 60  1  6
 38 64  1  6
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 31 61  1  0
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 35 63  1  0
 40 66  1  6
 41 67  1  0
 42 68  1  0
 42 69  1  0
 43 70  1  0
M  END

Uridine triphosphate.mol
  Mrv0541 02231218492D          

 43 44  0  0  0  0            999 V2000
    1.3040    1.7889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7206    1.2056    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8497    0.3907    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1146    0.0162    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0145   -0.7987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4688    0.5995    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0942    1.3346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2836    0.4705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8028    1.1116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5072    1.8818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6177    0.9826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9133    0.2124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7282    0.0833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3941   -0.4288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5793   -0.2997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6738    3.1692    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    2.2572    3.7525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0904    2.5858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5175    5.3463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2572    2.5858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0904    3.7525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3040    4.5494    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.5071    4.7630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1009    4.3359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5847   -4.1088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5847   -3.2838    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8703   -2.8713    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2992   -2.8713    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0137   -3.2838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2992   -2.0463    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0137   -1.6338    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0137   -0.8088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7282   -2.0463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7282   -2.8713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8703   -4.5213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5847   -0.8088    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7597   -0.8088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4097   -0.8088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5847   -1.6338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5847    0.0162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2992   -4.5213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2992   -5.3463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0137   -4.1088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  6  8  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
  8 15  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 16 20  1  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
  1 18  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 28 29  1  6  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 25 35  2  0  0  0  0
 36 37  2  0  0  0  0
 36 38  2  0  0  0  0
 36 39  1  0  0  0  0
 36 40  1  0  0  0  0
 30 39  1  1  0  0  0
 41 42  2  0  0  0  0
 41 43  1  0  0  0  0
 25 41  1  0  0  0  0
  3 40  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0086669

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)C(=O)[C@H](N)[C@@H](O)[C@@H](OS(=O)(=O)O[C@@H]1[C@@H](COP(O)(=O)OP(O)(O)=O)O[C@H]([C@@H]1O)N1C=CC(=O)NC1=O)[C@H](O)CO

> <INCHI_IDENTIFIER>
InChI=1S/C17H27N3O20P2S/c1-6(22)11(25)10(18)12(26)14(7(23)4-21)38-43(34,35)39-15-8(5-36-42(32,33)40-41(29,30)31)37-16(13(15)27)20-3-2-9(24)19-17(20)28/h2-3,7-8,10,12-16,21,23,26-27H,4-5,18H2,1H3,(H,32,33)(H,19,24,28)(H2,29,30,31)/t7-,8-,10+,12-,13-,14+,15-,16-/m1/s1

> <INCHI_KEY>
MVHRGUAARHOHCJ-JANKDUHBSA-N

> <FORMULA>
C17H27N3O20P2S

> <MOLECULAR_WEIGHT>
687.417

> <EXACT_MASS>
687.038384033

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
55.60721472895276

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[({[(2R,3S,4R,5R)-3-[({[(2R,3R,4R,5R)-5-amino-1,2,4-trihydroxy-6,7-dioxooctan-3-yl]oxy}sulfonyl)oxy]-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-4-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid

> <ALOGPS_LOGP>
-0.44

> <JCHEM_LOGP>
-6.1258511763766315

> <ALOGPS_LOGS>
-1.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.1901787218285818

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7717305128969345

> <JCHEM_PKA_STRONGEST_BASIC>
6.433840222091871

> <JCHEM_POLAR_SURFACE_AREA>
365.61

> <JCHEM_REFRACTIVITY>
129.34979999999993

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.83e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{[(2R,3S,4R,5R)-3-({[(2R,3R,4R,5R)-5-amino-1,2,4-trihydroxy-6,7-dioxooctan-3-yl]oxysulfonyl}oxy)-5-(2,4-dioxo-3H-pyrimidin-1-yl)-4-hydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Uridine triphosphate.mol                          
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0       2.434   3.339   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.345   2.250   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.586   0.729   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.214   0.030   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.027  -1.491   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -0.875   1.119   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.176   2.491   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0      -2.396   0.878   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      -3.365   2.075   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.813   3.513   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0      -4.886   1.834   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      -5.438   0.396   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -6.959   0.155   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -4.469  -0.800   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.948  -0.559   0.000  0.00  0.00           C+0
HETATM   16  P   UNK     0       3.124   5.916   0.000  0.00  0.00           P+0
HETATM   17  O   UNK     0       4.213   7.005   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       2.035   4.827   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       2.833   9.980   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       4.213   4.827   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       2.035   7.005   0.000  0.00  0.00           O+0
HETATM   22  P   UNK     0       2.434   8.492   0.000  0.00  0.00           P+0
HETATM   23  O   UNK     0       0.947   8.891   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       3.922   8.094   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       2.958  -7.670   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.958  -6.130   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0       1.625  -5.360   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0       4.292  -5.360   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       5.626  -6.130   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       4.292  -3.820   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.626  -3.050   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       5.626  -1.510   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       6.959  -3.820   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       6.959  -5.360   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       1.625  -8.440   0.000  0.00  0.00           O+0
HETATM   36  S   UNK     0       2.958  -1.510   0.000  0.00  0.00           S+0
HETATM   37  O   UNK     0       1.418  -1.510   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       4.498  -1.510   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       2.958  -3.050   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       2.958   0.030   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       4.292  -8.440   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       4.292  -9.980   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       5.626  -7.670   0.000  0.00  0.00           C+0
CONECT    1    2   18                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    4   40                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6    2                                                       
CONECT    8    6    9   15                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14    8                                                       
CONECT   16   17   18   20   21                                             
CONECT   17   16                                                            
CONECT   18   16    1                                                       
CONECT   19   22                                                            
CONECT   20   16                                                            
CONECT   21   16   22                                                       
CONECT   22   21   19   23   24                                             
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   26   35   41                                                  
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   39                                                  
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33                                                            
CONECT   35   25                                                            
CONECT   36   37   38   39   40                                             
CONECT   37   36                                                            
CONECT   38   36                                                            
CONECT   39   36   30                                                       
CONECT   40   36    3                                                       
CONECT   41   42   43   25                                                  
CONECT   42   41                                                            
CONECT   43   41                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   88    0
END

View in JSmol

Synonyms

Value	Source
Uridine diphosphate acetylgalactosamine 4-sulphate	Generator
Uridine diphosphoric acid acetylgalactosamine 4-sulfuric acid	Generator
Uridine diphosphoric acid acetylgalactosamine 4-sulphuric acid	Generator
UDP Acetylgalactosamine-4-sulfate	HMDB
UDP Acetylgalactosamine-4-sulphate	HMDB
UDP-GalNAc-S	HMDB
UDP-N-Acetylgalactosamine 4-sulfate	HMDB
UDP-N-Acetylgalactosamine 4-sulphate	HMDB
UDP-N-Acetylgalactosamine-4-sulfate	HMDB
UDP-N-Acetylgalactosamine-4-sulphate	HMDB
Uridine diphosphate acetylgalactosamine-4-sulfate	HMDB
Uridine diphosphate acetylgalactosamine-4-sulphate	HMDB
Uridine diphosphate-N-acetylgalactosamine 4-sulfate	HMDB
Uridine diphosphate-N-acetylgalactosamine 4-sulphate	HMDB
[({[(2R,3S,4R,5R)-3-[({[(2R,3R,4R,5R)-5-amino-1,2,4-trihydroxy-6,7-dioxooctan-3-yl]oxy}sulfonyl)oxy]-4-hydroxy-5-(4-hydroxy-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonate	HMDB
[({[(2R,3S,4R,5R)-3-[({[(2R,3R,4R,5R)-5-amino-1,2,4-trihydroxy-6,7-dioxooctan-3-yl]oxy}sulphonyl)oxy]-4-hydroxy-5-(4-hydroxy-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonate	HMDB
[({[(2R,3S,4R,5R)-3-[({[(2R,3R,4R,5R)-5-amino-1,2,4-trihydroxy-6,7-dioxooctan-3-yl]oxy}sulphonyl)oxy]-4-hydroxy-5-(4-hydroxy-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid	HMDB

Chemical Formula

C₁₇H₂₇N₃O₂₀P₂S

Average Mass

687.4170 Da

Monoisotopic Mass

687.03838 Da

IUPAC Name

[({[(2R,3S,4R,5R)-3-[({[(2R,3R,4R,5R)-5-amino-1,2,4-trihydroxy-6,7-dioxooctan-3-yl]oxy}sulfonyl)oxy]-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-4-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid

Traditional Name

{[(2R,3S,4R,5R)-3-({[(2R,3R,4R,5R)-5-amino-1,2,4-trihydroxy-6,7-dioxooctan-3-yl]oxysulfonyl}oxy)-5-(2,4-dioxo-3H-pyrimidin-1-yl)-4-hydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxyphosphonic acid

CAS Registry Number

Not Available

SMILES

CC(=O)C(=O)[C@H](N)[C@@H](O)[C@@H](OS(=O)(=O)O[C@@H]1[C@@H](COP(O)(=O)OP(O)(O)=O)O[C@H]([C@@H]1O)N1C=CC(=O)NC1=O)[C@H](O)CO

InChI Identifier

InChI=1S/C17H27N3O20P2S/c1-6(22)11(25)10(18)12(26)14(7(23)4-21)38-43(34,35)39-15-8(5-36-42(32,33)40-41(29,30)31)37-16(13(15)27)20-3-2-9(24)19-17(20)28/h2-3,7-8,10,12-16,21,23,26-27H,4-5,18H2,1H3,(H,32,33)(H,19,24,28)(H2,29,30,31)/t7-,8-,10+,12-,13-,14+,15-,16-/m1/s1

InChI Key

MVHRGUAARHOHCJ-JANKDUHBSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrimidine nucleotide sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Pyrimidine nucleotides

Sub Class

Pyrimidine nucleotide sugars

Direct Parent

Pyrimidine nucleotide sugars

Alternative Parents

Substituents

Pyrimidine nucleotide sugar
Pyrimidine ribonucleoside diphosphate
Pentose phosphate
Pentose-5-phosphate
Glucuronic acid or derivatives
Glycosyl compound
N-glycosyl compound
Monosaccharide phosphate
Organic pyrophosphate
Beta-hydroxy acid
Monoalkyl phosphate
Pyrimidone
Hydropyrimidine
Hydroxy acid
Monosaccharide
Organic phosphoric acid derivative
Oxane
Phosphoric acid ester
Pyran
Pyrimidine
Alkyl phosphate
Tetrahydrofuran
Vinylogous amide
Heteroaromatic compound
Secondary alcohol
Urea
Lactam
Carboxylic acid derivative
Carboxylic acid
Azacycle
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Polyol
Organooxygen compound
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Carbonyl group
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

UDP-sugar (CHEBI:17200 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-0.44	ALOGPS
logP	-6.1	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	1.77	ChemAxon
pKa (Strongest Basic)	6.43	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	365.61 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	129.35 m³·mol⁻¹	ChemAxon
Polarizability	55.61 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0000934

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB022324

KNApSAcK ID

Not Available

Chemspider ID

17216024

KEGG Compound ID

C04426

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5883

PubChem Compound

22833553

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Inoue H, Otsu K, Yoneda M, Kimata K, Suzuki S, Nakanishi Y: Glycosaminoglycan sulfotransferases in human and animal sera. J Biol Chem. 1986 Apr 5;261(10):4460-9. [PubMed:3457007 ]
McGovern MM, Vine DT, Haskins ME, Desnick RJ: Purification and properties of feline and human arylsulfatase B isozymes. Evidence for feline homodimeric and human monomeric structures. J Biol Chem. 1982 Nov 10;257(21):12605-10. [PubMed:7130169 ]
Stevens RL, Fluharty AL, Killgrove AR, Kihara Y: Arylsulfatase of human tissue. Studies on a form of arylsulfatase B found predominantly in brain. Biochim Biophys Acta. 1977 Apr 12;481(2):549-60. doi: 10.1016/0005-2744(77)90287-x. [PubMed:870049 ]

Showing NP-Card for Uridine diphosphate acetylgalactosamine 4-sulfate (NP0086669)

MOL for NP0086669 (Uridine diphosphate acetylgalactosamine 4-sulfate)

3D MOL for NP0086669 (Uridine diphosphate acetylgalactosamine 4-sulfate)

3D SDF for NP0086669 (Uridine diphosphate acetylgalactosamine 4-sulfate)

3D-SDF for NP0086669 (Uridine diphosphate acetylgalactosamine 4-sulfate)

PDB for NP0086669 (Uridine diphosphate acetylgalactosamine 4-sulfate)

3D PDB for NP0086669 (Uridine diphosphate acetylgalactosamine 4-sulfate)

SMILES for NP0086669 (Uridine diphosphate acetylgalactosamine 4-sulfate)

INCHI for NP0086669 (Uridine diphosphate acetylgalactosamine 4-sulfate)

Structure for NP0086669 (Uridine diphosphate acetylgalactosamine 4-sulfate)

3D Structure for NP0086669 (Uridine diphosphate acetylgalactosamine 4-sulfate)